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4-溴-N-(二乙基氨基硫代甲酰基)-苯甲酰胺

4-Bromo-N-(diethyl-carbamothio-yl)-benzamide.

作者信息

Binzet Gün, Flörke Ulrich, Külcü Nevzat, Arslan Hakan

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Jan 31;65(Pt 2):o427-8. doi: 10.1107/S1600536809003183.

Abstract

The synthesis of the title compound, C(12)H(15)BrN(2)OS, involves the reaction of 4-bromo-benzoyl chloride with potassium thio-cyanate in dry acetone, followed by condensation of 4-bromo-benzoyl isothio-cyanate with diethyl-amine. The carbonyl and thio-carbonyl bond lengths indicate that these correspond to double bonds. The short C-N bond lengths reveal the effects of resonance in this part of the mol-ecule. The conformation of the mol-ecule with respect to the thio-carbonyl and carbonyl units is twisted, with torsion angles of -5.7 (3) and 87.2 (2)°. The N atom of the diethyl-amine group is sp(2)-hybridized: the sum of the angles around the N atom is 359.97 (14)°. The two diethyl groups are twisted in + and - anti-periplanar conformations with angles of -179.89 and 179.92°. In the crystal structure, the mol-ecules form infinite chains via an inter-molecular N-H⋯O inter-action.

摘要

标题化合物C(12)H(15)BrN(2)OS的合成涉及4-溴苯甲酰氯与硫氰酸钾在干燥丙酮中的反应,随后4-溴苯甲酰异硫氰酸酯与二乙胺缩合。羰基和硫羰基的键长表明它们对应于双键。较短的C-N键长揭示了分子这一部分的共振效应。分子相对于硫羰基和羰基单元的构象是扭曲的,扭转角分别为-5.7 (3)°和87.2 (2)°。二乙胺基团的N原子是sp(2)杂化的:N原子周围角度之和为359.97 (14)°。两个二乙基团以+和-反式共平面构象扭曲,角度分别为-179.89°和179.92°。在晶体结构中,分子通过分子间N-H⋯O相互作用形成无限链。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fde1/2968358/02b29d0c5887/e-65-0o427-fig1.jpg

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